NPASS Compound

Structure

CID157931 OpenBabel06191715532D 24 28 0 0 0 0 0 0 0 0999 V2000 -5.5028 -2.3471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6855 2.9176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8433 3.4042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6852 1.9449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0008 2.9180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0555 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2131 0.4872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8426 -1.4595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 -0.9733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2135 -1.4588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0557 -0.9723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6854 -0.9730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8427 1.4588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3706 -0.9726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0005 1.9454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3704 0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6852 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8422 0.4866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8425 0.4861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5279 0.4869 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8420 1.4592 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7261 -0.0244 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.8982 -1.4584 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 13 2 0 0 0 0 5 15 2 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 16 1 0 0 0 0 8 9 1 0 0 0 0 8 12 1 0 0 0 0 9 22 1 0 0 0 0 10 11 2 0 0 0 0 10 14 1 0 0 0 0 11 24 1 0 0 0 0 12 14 1 0 0 0 0 12 17 2 0 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 14 16 2 0 0 0 0 15 21 1 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 19 22 1 0 0 0 0 19 23 2 0 0 0 0 M END $$$$

Physi-Chem Properties

Molecular Weight:	317.12
Volume:	321.24
LogP:	3.689
LogD:	3.446
LogS:	-5.871
# Rotatable Bonds:	1
TPSA:	59.91
# H-Bond Aceptor:	5
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	5

MedChem Properties

QED Drug-Likeness Score:	0.587
Synthetic Accessibility Score:	2.306
Fsp3:	0.158
Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected
GSK Rule:	Accepted
BMS Rule:	0
Golden Triangle Rule:	Accepted
Chelating Alert:	0
PAINS Alert:	0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:	-5.113
MDCK Permeability:	1.3571592717198655e-05
Pgp-inhibitor:	0.938
Pgp-substrate:	0.11
Human Intestinal Absorption (HIA):	0.004
20% Bioavailability (F20%):	0.146
30% Bioavailability (F30%):	0.752

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.683
Plasma Protein Binding (PPB):	95.42130279541016%
Volume Distribution (VD):	0.544
Pgp-substrate:	1.6948144435882568%

ADMET: Metabolism

CYP1A2-inhibitor:	0.982
CYP1A2-substrate:	0.921
CYP2C19-inhibitor:	0.896
CYP2C19-substrate:	0.116
CYP2C9-inhibitor:	0.824
CYP2C9-substrate:	0.922
CYP2D6-inhibitor:	0.824
CYP2D6-substrate:	0.923
CYP3A4-inhibitor:	0.851
CYP3A4-substrate:	0.477

ADMET: Excretion

Clearance (CL):	5.14
Half-life (T1/2):	0.164

ADMET: Toxicity

hERG Blockers:	0.107
Human Hepatotoxicity (H-HT):	0.735
Drug-inuced Liver Injury (DILI):	0.339
AMES Toxicity:	0.925
Rat Oral Acute Toxicity:	0.274
Maximum Recommended Daily Dose:	0.929
Skin Sensitization:	0.409
Carcinogencity:	0.932
Eye Corrosion:	0.003
Eye Irritation:	0.459
Respiratory Toxicity:	0.949

Download Data

Data Type	Select
General Info & Identifiers & Properties
Structure MOL file
Source Organisms
Biological Activities
Similar NPs/Drugs

Natural Product: NPC157931

Natural Product ID:	NPC157931
*Common Name:**	JNHSRGXMKPJTEV-UHFFFAOYSA-N
IUPAC Name:	n.a.
Synonyms:	10-Methoxylrutaecarpine
Standard InCHIKey:	JNHSRGXMKPJTEV-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C19H15N3O2/c1-24-11-6-7-16-14(10-11)12-8-9-22-18(17(12)20-16)21-15-5-3-2-4-13(15)19(22)23/h2-7,10,20H,8-9H2,1H3
SMILES:	COc1ccc2c(c1)c1CCn3c(-c1[nH]2)nc1ccccc1c3=O
Synthetic Gene Cluster:	n.a.
ChEMBL Identifier:	CHEMBL85826
PubChem CID:	378227
Chemical Classification:**	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000002] Organoheterocyclic compounds [CHEMONTID:0000211] Indoles and derivatives [CHEMONTID:0001213] Pyridoindoles [CHEMONTID:0001914] Beta carbolines

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO13278	Strychnos spinosa	Species	Loganiaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[17637068]
NPO15233	Balanophora japonica	Species	Balanophoraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18302336]
NPO5470	Cynoglossum amabile	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22432912]
NPO2330	Alchornea cordifolia	Species	Euphorbiaceae	Eukaryota	n.a.	root	n.a.	PMID[26724423]
NPO2330	Alchornea cordifolia	Species	Euphorbiaceae	Eukaryota	n.a.	stem	n.a.	PMID[26724423]
NPO15233	Balanophora japonica	Species	Balanophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5470	Cynoglossum amabile	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13278	Strychnos spinosa	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5470	Cynoglossum amabile	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12487	Juniperus horizontalis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15233	Balanophora japonica	Species	Balanophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23772	Tetradium glabrifolium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10098	Glycosmis pseudoracemosa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13278	Strychnos spinosa	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5470	Cynoglossum amabile	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO16801	Cota tinctoria	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7521	Hygrophorus eburneus	Species	Hygrophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10098	Glycosmis pseudoracemosa	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11430	Inula grantioides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15329	Rhizoplaca baranowii	Species	Lecanoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1759	Alexandrium excavatum	Species	Gonyaulacaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13647	Calcarisporium thermophilum	Species	n.a.	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2330	Alchornea cordifolia	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1109	Corydalis persica	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14947	Lathyrus tingitanus	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13278	Strychnos spinosa	Species	Loganiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6906	Atalantia wightii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3761	Plectosphaerella cucumerina	Species	Plectosphaerellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18873.2	Salmonella enterica subsp. enterica serovar bovismorbificans	Subspecies	Enterobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO23772	Tetradium glabrifolium	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15145	Rauvolfia salicifolia	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3965	Corynanthe pachyceras	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15233	Balanophora japonica	Species	Balanophoraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14526	Plectranthus caninus	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5470	Cynoglossum amabile	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13848	Amomum daniellii	Species	Zingiberaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12487	Juniperus horizontalis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5398	Peucedanum oroselinum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	NP ID	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Activity Type	# Activity
EC50	6
GI50	51
IC50	9
Others	3
Potency	27

Activity Type	# Activity
Cell Line	51
Individual Protein	31
Organism	2
Others	7
Protein Complex	1
Tissue	2
Uncleic Acid	2

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	>	25000.0	nM	PMID[495375]
NPT81	Cell Line	A549	Homo sapiens	GI50	>	25000.0	nM	PMID[495375]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	>	25000.0	nM	PMID[495375]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	>	25000.0	nM	PMID[495375]
NPT401	Cell Line	786-0	Homo sapiens	GI50	>	25000.0	nM	PMID[495375]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	>	25000.0	nM	PMID[495375]
NPT1603	Individual Protein	Cytochrome P450 1A1	Homo sapiens	IC50	=	1780.0	nM	PMID[495376]
NPT208	Individual Protein	Cytochrome P450 1A2	Homo sapiens	IC50	=	2920.0	nM	PMID[495376]
NPT1604	Individual Protein	Cytochrome P450 1B1	Homo sapiens	IC50	=	84.0	nM	PMID[495376]
NPT48	Individual Protein	Lysine-specific demethylase 4D-like	Homo sapiens	Potency	=	3548.1	nM	PMID[495378]
NPT38	Individual Protein	Signal transducer and activator of transcription 3	Homo sapiens	EC50	>	18563.0	nM	PMID[495379]
NPT1038	Individual Protein	Histone-lysine N-methyltransferase MLL	Homo sapiens	Potency	=	794.3	nM	PMID[495378]
NPT37	Individual Protein	Signal transducer and activator of transcription 1-alpha/beta	Homo sapiens	EC50	<	2.83	nM	PMID[495379]
NPT537	Individual Protein	Ras-related protein Rab-9A	Homo sapiens	Potency	=	251.2	nM	PMID[495378]
NPT484	Individual Protein	Luciferin 4-monooxygenase	Photinus pyralis	Potency	=	631.0	nM	PMID[495378]
NPT37	Individual Protein	Signal transducer and activator of transcription 1-alpha/beta	Homo sapiens	EC50	>	76.0	nM	PMID[495378]
NPT51	Individual Protein	Microtubule-associated protein tau	Homo sapiens	Potency	=	1778.3	nM	PMID[495378]
NPT442	Individual Protein	Ferritin light chain	Equus caballus	Potency	=	3162.3	nM	PMID[495378]
NPT108	Individual Protein	Estrogen receptor alpha	Homo sapiens	IC50	=	17183.79	nM	PMID[495378]
NPT56	Individual Protein	Beta-lactamase AmpC	Escherichia coli K-12	Potency	=	70794.6	nM	PMID[495378]
NPT538	Individual Protein	Niemann-Pick C1 protein	Homo sapiens	Potency	=	199.5	nM	PMID[495378]
NPT151	Individual Protein	15-hydroxyprostaglandin dehydrogenase [NAD+]	Homo sapiens	Potency	=	14125.4	nM	PMID[495378]
NPT539	Individual Protein	Cellular tumor antigen p53	Homo sapiens	Potency	=	10000.0	nM	PMID[495378]
NPT38	Individual Protein	Signal transducer and activator of transcription 3	Homo sapiens	EC50	>	55700.0	nM	PMID[495378]
NPT59	Individual Protein	DNA polymerase beta	Homo sapiens	Potency	=	79432.8	nM	PMID[495378]
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	1835.6	nM	PMID[495378]
NPT539	Individual Protein	Cellular tumor antigen p53	Homo sapiens	Potency	n.a.	56234.1	nM	PMID[495378]
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	446.7	nM	PMID[495378]
NPT64	Individual Protein	ATPase family AAA domain-containing protein 5	Homo sapiens	Potency	n.a.	410.9	nM	PMID[495378]
NPT484	Individual Protein	Luciferin 4-monooxygenase	Photinus pyralis	Potency	n.a.	477.5	nM	PMID[495378]
NPT367	Cell Line	MDA-N	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT368	Cell Line	SN12C	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT369	Cell Line	ACHN	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT371	Cell Line	UO-31	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT116	Cell Line	HL-60	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT373	Cell Line	SK-MEL-5	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT374	Cell Line	SF-539	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT111	Cell Line	K562	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT112	Cell Line	MOLT-4	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT378	Cell Line	NCI/ADR-RES	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT379	Cell Line	HOP-62	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT380	Cell Line	U-251	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT381	Cell Line	OVCAR-8	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT383	Cell Line	SNB-19	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT382	Cell Line	OVCAR-5	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT82	Cell Line	MDA-MB-231	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT384	Cell Line	TK-10	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT385	Cell Line	SR	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT455	Cell Line	NCI-H522	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT323	Cell Line	SW-620	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT386	Cell Line	KM12	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT387	Cell Line	M14	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT389	Cell Line	RPMI-8226	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT456	Cell Line	OVCAR-4	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT391	Cell Line	HCC 2998	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT81	Cell Line	A549	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT392	Cell Line	SNB-75	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT148	Cell Line	HCT-15	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT393	Cell Line	HCT-116	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT395	Cell Line	SF-268	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT394	Cell Line	EKVX	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT306	Cell Line	PC-3	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT83	Cell Line	MCF7	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT146	Cell Line	SK-OV-3	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT396	Cell Line	T47D	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT397	Cell Line	NCI-H460	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT399	Cell Line	SF-295	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT400	Cell Line	MDA-MB-435	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT458	Cell Line	IGROV-1	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT402	Cell Line	Hs-578T	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT401	Cell Line	786-0	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT403	Cell Line	UACC-257	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT404	Cell Line	CCRF-CEM	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT170	Cell Line	SK-MEL-28	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT407	Cell Line	COLO 205	Homo sapiens	GI50	n.a.	25003.45	nM	PMID[495380]
NPT10	Individual Protein	Geminin	Homo sapiens	Potency	n.a.	29092.9	nM	PMID[495378]
NPT156	Individual Protein	Sphingomyelin phosphodiesterase	Homo sapiens	Potency	n.a.	3981.1	nM	PMID[495378]
NPT157	Individual Protein	Breast cancer type 1 susceptibility protein	Homo sapiens	Potency	n.a.	631.0	nM	PMID[495378]
NPT1604	Individual Protein	Cytochrome P450 1B1	Homo sapiens	IC50	=	84.0	nM	PMID[495381]
NPT1603	Individual Protein	Cytochrome P450 1A1	Homo sapiens	IC50	=	1780.0	nM	PMID[495381]
NPT27	Others	Unspecified		IC50	=	0.6	nM	PMID[495376]
NPT27	Others	Unspecified		IC50	=	0.03	nM	PMID[495376]
NPT177	Tissue	Aorta	Rattus norvegicus	EC50	=	55100.0	nM	PMID[495377]
NPT177	Tissue	Aorta	Rattus norvegicus	Emax	=	42.6	%	PMID[495377]
NPT983	Protein Complex	Nuclear factor NF-kappa-B complex	Homo sapiens	EC50	=	185.0	nM	PMID[495378]
NPT2	Others	Unspecified		Potency	=	631.0	nM	PMID[495378]
NPT536	Uncleic Acid	microRNA 21	Homo sapiens	Potency	=	73.6	nM	PMID[495378]
NPT93	Individual Protein	Survival motor neuron protein	Homo sapiens	Potency	=	1584.9	nM	PMID[495378]
NPT2	Others	Unspecified		IC50	>	55690.0	nM	PMID[495379]
NPT94	Individual Protein	Aldehyde dehydrogenase 1A1	Homo sapiens	Potency	=	25118.9	nM	PMID[495378]
NPT2	Others	Unspecified		Potency	=	730.8	nM	PMID[495378]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	18526.0	nM	PMID[495378]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	Potency	n.a.	827.5	nM	PMID[495378]
NPT2	Others	Unspecified		Ratio IC50	=	21.0	n.a.	PMID[495381]
NPT2	Others	Unspecified		Ratio IC50	=	34.8	n.a.	PMID[495381]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC157931 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	779
0.1-0.2	4926
0.2-0.3	12346
0.3-0.4	10934
0.4-0.5	9412
0.5-0.6	2510
0.6-0.7	1482
0.7-0.8	290
0.8-0.85	11
0.85-0.9	3
0.9-0.95	3
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9469	High Similarity	NPC471762
0.942	High Similarity	NPC257851
0.9282	High Similarity	NPC66777
0.9013	High Similarity	NPC303374
0.8598	High Similarity	NPC220851
0.8429	Intermediate Similarity	NPC471304
0.8356	Intermediate Similarity	NPC478078
0.8333	Intermediate Similarity	NPC323969
0.8259	Intermediate Similarity	NPC477549
0.8241	Intermediate Similarity	NPC96321
0.8238	Intermediate Similarity	NPC300156
0.8238	Intermediate Similarity	NPC45190
0.8153	Intermediate Similarity	NPC311906
0.8113	Intermediate Similarity	NPC270918
0.8109	Intermediate Similarity	NPC21429
0.8082	Intermediate Similarity	NPC472099
0.8075	Intermediate Similarity	NPC82548
0.806	Intermediate Similarity	NPC176127
0.8028	Intermediate Similarity	NPC305984
0.8019	Intermediate Similarity	NPC198401
0.7991	Intermediate Similarity	NPC194740
0.7981	Intermediate Similarity	NPC471191
0.7973	Intermediate Similarity	NPC122436
0.7964	Intermediate Similarity	NPC280799
0.7915	Intermediate Similarity	NPC329793
0.7913	Intermediate Similarity	NPC475816
0.7909	Intermediate Similarity	NPC303658
0.7904	Intermediate Similarity	NPC235685
0.79	Intermediate Similarity	NPC152768
0.79	Intermediate Similarity	NPC148183
0.787	Intermediate Similarity	NPC101350
0.786	Intermediate Similarity	NPC243850
0.7857	Intermediate Similarity	NPC478083
0.783	Intermediate Similarity	NPC176538
0.7828	Intermediate Similarity	NPC46561
0.7828	Intermediate Similarity	NPC473041
0.7817	Intermediate Similarity	NPC39370
0.7807	Intermediate Similarity	NPC475720
0.7807	Intermediate Similarity	NPC473186
0.7807	Intermediate Similarity	NPC474192
0.7804	Intermediate Similarity	NPC223427
0.7793	Intermediate Similarity	NPC288987
0.7778	Intermediate Similarity	NPC4687
0.7778	Intermediate Similarity	NPC321428
0.7778	Intermediate Similarity	NPC21638
0.7778	Intermediate Similarity	NPC249583
0.7763	Intermediate Similarity	NPC6865
0.7763	Intermediate Similarity	NPC153980
0.7763	Intermediate Similarity	NPC260434
0.7757	Intermediate Similarity	NPC295898
0.7738	Intermediate Similarity	NPC469928
0.7738	Intermediate Similarity	NPC322064
0.7727	Intermediate Similarity	NPC39500
0.7717	Intermediate Similarity	NPC187501
0.7717	Intermediate Similarity	NPC72956
0.7682	Intermediate Similarity	NPC472098
0.7682	Intermediate Similarity	NPC471194
0.7682	Intermediate Similarity	NPC471193
0.7678	Intermediate Similarity	NPC276517
0.7658	Intermediate Similarity	NPC471192
0.7652	Intermediate Similarity	NPC207686
0.765	Intermediate Similarity	NPC477066
0.7636	Intermediate Similarity	NPC87413
0.7634	Intermediate Similarity	NPC74360
0.7632	Intermediate Similarity	NPC74575
0.7628	Intermediate Similarity	NPC471944
0.7626	Intermediate Similarity	NPC174672
0.7626	Intermediate Similarity	NPC174758
0.7619	Intermediate Similarity	NPC92111
0.7619	Intermediate Similarity	NPC329631
0.7617	Intermediate Similarity	NPC478082
0.7617	Intermediate Similarity	NPC477067
0.7617	Intermediate Similarity	NPC473540
0.7617	Intermediate Similarity	NPC478081
0.7615	Intermediate Similarity	NPC67401
0.7611	Intermediate Similarity	NPC280272
0.761	Intermediate Similarity	NPC88110
0.7608	Intermediate Similarity	NPC296527
0.7605	Intermediate Similarity	NPC63971
0.7605	Intermediate Similarity	NPC91868
0.7604	Intermediate Similarity	NPC285558
0.7602	Intermediate Similarity	NPC264176
0.7602	Intermediate Similarity	NPC310211
0.7602	Intermediate Similarity	NPC308137
0.7591	Intermediate Similarity	NPC470020
0.7589	Intermediate Similarity	NPC184408
0.7585	Intermediate Similarity	NPC84478
0.7581	Intermediate Similarity	NPC329747
0.7576	Intermediate Similarity	NPC49547
0.7571	Intermediate Similarity	NPC76748
0.7568	Intermediate Similarity	NPC478074
0.7566	Intermediate Similarity	NPC198503
0.7563	Intermediate Similarity	NPC17437
0.7562	Intermediate Similarity	NPC53534
0.7558	Intermediate Similarity	NPC476098
0.7557	Intermediate Similarity	NPC208284
0.7556	Intermediate Similarity	NPC208084
0.7552	Intermediate Similarity	NPC329982
0.7547	Intermediate Similarity	NPC307963
0.7545	Intermediate Similarity	NPC169402
0.7534	Intermediate Similarity	NPC116238
0.7533	Intermediate Similarity	NPC144452
0.7523	Intermediate Similarity	NPC132539
0.7523	Intermediate Similarity	NPC219087
0.7522	Intermediate Similarity	NPC276657
0.7522	Intermediate Similarity	NPC225279
0.7521	Intermediate Similarity	NPC6786
0.7521	Intermediate Similarity	NPC184680
0.7512	Intermediate Similarity	NPC17273
0.7512	Intermediate Similarity	NPC141612
0.7512	Intermediate Similarity	NPC135601
0.7512	Intermediate Similarity	NPC131017
0.7511	Intermediate Similarity	NPC253675
0.75	Intermediate Similarity	NPC148889
0.75	Intermediate Similarity	NPC26543
0.75	Intermediate Similarity	NPC171787
0.75	Intermediate Similarity	NPC249040
0.7489	Intermediate Similarity	NPC74562
0.7489	Intermediate Similarity	NPC470784
0.7489	Intermediate Similarity	NPC151781
0.7489	Intermediate Similarity	NPC60621
0.7489	Intermediate Similarity	NPC316181
0.7489	Intermediate Similarity	NPC470785
0.7479	Intermediate Similarity	NPC473187
0.7479	Intermediate Similarity	NPC244543
0.7477	Intermediate Similarity	NPC251090
0.7477	Intermediate Similarity	NPC162484
0.7477	Intermediate Similarity	NPC9894
0.7469	Intermediate Similarity	NPC191489
0.7464	Intermediate Similarity	NPC133003
0.7457	Intermediate Similarity	NPC474688
0.7455	Intermediate Similarity	NPC53344
0.7455	Intermediate Similarity	NPC16066
0.7449	Intermediate Similarity	NPC152620
0.7445	Intermediate Similarity	NPC128115
0.7445	Intermediate Similarity	NPC150239
0.7444	Intermediate Similarity	NPC94157
0.7436	Intermediate Similarity	NPC208898
0.7435	Intermediate Similarity	NPC470018
0.7434	Intermediate Similarity	NPC247803
0.7432	Intermediate Similarity	NPC123976
0.7432	Intermediate Similarity	NPC167860
0.7431	Intermediate Similarity	NPC211813
0.7429	Intermediate Similarity	NPC160381
0.7425	Intermediate Similarity	NPC196718
0.7422	Intermediate Similarity	NPC274982
0.7421	Intermediate Similarity	NPC287208
0.7421	Intermediate Similarity	NPC476465
0.7421	Intermediate Similarity	NPC39679
0.7409	Intermediate Similarity	NPC472111
0.7406	Intermediate Similarity	NPC472112
0.7391	Intermediate Similarity	NPC179287
0.7389	Intermediate Similarity	NPC27041
0.7387	Intermediate Similarity	NPC476116
0.7385	Intermediate Similarity	NPC232727
0.7378	Intermediate Similarity	NPC477979
0.7378	Intermediate Similarity	NPC118228
0.7376	Intermediate Similarity	NPC193238
0.7371	Intermediate Similarity	NPC274640
0.7368	Intermediate Similarity	NPC174760
0.7364	Intermediate Similarity	NPC475070
0.7358	Intermediate Similarity	NPC111602
0.7358	Intermediate Similarity	NPC196251
0.7358	Intermediate Similarity	NPC102338
0.7358	Intermediate Similarity	NPC63199
0.735	Intermediate Similarity	NPC102593
0.7349	Intermediate Similarity	NPC220151
0.7349	Intermediate Similarity	NPC100734
0.7349	Intermediate Similarity	NPC315634
0.7349	Intermediate Similarity	NPC88923
0.7349	Intermediate Similarity	NPC19692
0.7348	Intermediate Similarity	NPC322482
0.7345	Intermediate Similarity	NPC330009
0.7342	Intermediate Similarity	NPC475910
0.7336	Intermediate Similarity	NPC472113
0.7333	Intermediate Similarity	NPC469592
0.7333	Intermediate Similarity	NPC208522
0.7333	Intermediate Similarity	NPC81939
0.7333	Intermediate Similarity	NPC471080
0.7325	Intermediate Similarity	NPC213530
0.7325	Intermediate Similarity	NPC193267
0.7321	Intermediate Similarity	NPC294375
0.7319	Intermediate Similarity	NPC473105
0.7318	Intermediate Similarity	NPC476138
0.7318	Intermediate Similarity	NPC245816
0.7311	Intermediate Similarity	NPC41501
0.7309	Intermediate Similarity	NPC201697
0.7306	Intermediate Similarity	NPC478080
0.7303	Intermediate Similarity	NPC178858
0.7303	Intermediate Similarity	NPC475666
0.73	Intermediate Similarity	NPC15801
0.7292	Intermediate Similarity	NPC142385
0.729	Intermediate Similarity	NPC138370
0.7288	Intermediate Similarity	NPC97902
0.7287	Intermediate Similarity	NPC74619
0.7287	Intermediate Similarity	NPC478006
0.7287	Intermediate Similarity	NPC284685
0.7277	Intermediate Similarity	NPC269367
0.7277	Intermediate Similarity	NPC242928
0.7273	Intermediate Similarity	NPC135887

Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC157931 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	414
0.1-0.2	633
0.2-0.3	844
0.3-0.4	1602
0.4-0.5	2565
0.5-0.6	1804
0.6-0.7	1100
0.7-0.8	181
0.8-0.85	6
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8419	Intermediate Similarity	NPD6242	Discontinued
0.8377	Intermediate Similarity	NPD4558	Phase 2
0.8216	Intermediate Similarity	NPD6567	Clinical (unspecified phase)
0.8044	Intermediate Similarity	NPD4885	Approved
0.8038	Intermediate Similarity	NPD4118	Clinical (unspecified phase)
0.7991	Intermediate Similarity	NPD5658	Approved
0.7936	Intermediate Similarity	NPD5293	Phase 2
0.7848	Intermediate Similarity	NPD6824	Clinical (unspecified phase)
0.7844	Intermediate Similarity	NPD7225	Discontinued
0.7778	Intermediate Similarity	NPD5483	Clinical (unspecified phase)
0.7773	Intermediate Similarity	NPD3257	Approved
0.7762	Intermediate Similarity	NPD3324	Clinical (unspecified phase)
0.7748	Intermediate Similarity	NPD4429	Discontinued
0.7714	Intermediate Similarity	NPD1304	Clinical (unspecified phase)
0.7699	Intermediate Similarity	NPD4926	Clinical (unspecified phase)
0.7675	Intermediate Similarity	NPD5559	Phase 2
0.7668	Intermediate Similarity	NPD5632	Approved
0.7642	Intermediate Similarity	NPD7589	Clinical (unspecified phase)
0.7636	Intermediate Similarity	NPD5416	Discontinued
0.7634	Intermediate Similarity	NPD3258	Approved
0.7623	Intermediate Similarity	NPD7823	Clinical (unspecified phase)
0.7619	Intermediate Similarity	NPD6741	Clinical (unspecified phase)
0.7613	Intermediate Similarity	NPD5867	Clinical (unspecified phase)
0.7611	Intermediate Similarity	NPD6160	Clinical (unspecified phase)
0.7603	Intermediate Similarity	NPD8091	Phase 3
0.757	Intermediate Similarity	NPD4987	Clinical (unspecified phase)
0.7563	Intermediate Similarity	NPD8358	Approved
0.7553	Intermediate Similarity	NPD7206	Clinical (unspecified phase)
0.7552	Intermediate Similarity	NPD8463	Approved
0.7547	Intermediate Similarity	NPD1038	Approved
0.7543	Intermediate Similarity	NPD5040	Clinical (unspecified phase)
0.7534	Intermediate Similarity	NPD4897	Phase 2
0.7534	Intermediate Similarity	NPD5417	Clinical (unspecified phase)
0.75	Intermediate Similarity	NPD6790	Phase 1
0.7489	Intermediate Similarity	NPD4952	Phase 3
0.7489	Intermediate Similarity	NPD7660	Clinical (unspecified phase)
0.7489	Intermediate Similarity	NPD5479	Discontinued
0.7478	Intermediate Similarity	NPD4845	Discontinued
0.7469	Intermediate Similarity	NPD6228	Discontinued
0.7469	Intermediate Similarity	NPD7708	Approved
0.7458	Intermediate Similarity	NPD8016	Phase 3
0.7458	Intermediate Similarity	NPD2921	Clinical (unspecified phase)
0.7458	Intermediate Similarity	NPD8102	Discontinued
0.7458	Intermediate Similarity	NPD8017	Clinical (unspecified phase)
0.7442	Intermediate Similarity	NPD5515	Phase 2
0.743	Intermediate Similarity	NPD4418	Discontinued
0.7425	Intermediate Similarity	NPD7796	Approved
0.7425	Intermediate Similarity	NPD7797	Approved
0.7421	Intermediate Similarity	NPD2189	Approved
0.7421	Intermediate Similarity	NPD6376	Discontinued
0.7421	Intermediate Similarity	NPD2187	Approved
0.7414	Intermediate Similarity	NPD5022	Discontinued
0.7404	Intermediate Similarity	NPD3006	Discontinued
0.7404	Intermediate Similarity	NPD5469	Phase 3
0.7403	Intermediate Similarity	NPD4328	Approved
0.7403	Intermediate Similarity	NPD7994	Phase 2
0.7397	Intermediate Similarity	NPD6176	Phase 1
0.7393	Intermediate Similarity	NPD4515	Suspended
0.7393	Intermediate Similarity	NPD4373	Phase 2
0.7391	Intermediate Similarity	NPD6247	Clinical (unspecified phase)
0.7386	Intermediate Similarity	NPD6172	Clinical (unspecified phase)
0.738	Intermediate Similarity	NPD6209	Approved
0.7376	Intermediate Similarity	NPD7222	Phase 2
0.7373	Intermediate Similarity	NPD4958	Clinical (unspecified phase)
0.7368	Intermediate Similarity	NPD5070	Clinical (unspecified phase)
0.7355	Intermediate Similarity	NPD7588	Discontinued
0.7355	Intermediate Similarity	NPD5482	Discontinued
0.7349	Intermediate Similarity	NPD7803	Approved
0.7342	Intermediate Similarity	NPD2510	Approved
0.7342	Intermediate Similarity	NPD2509	Approved
0.7336	Intermediate Similarity	NPD5506	Approved
0.7336	Intermediate Similarity	NPD5507	Approved
0.7333	Intermediate Similarity	NPD3959	Phase 2
0.7333	Intermediate Similarity	NPD3962	Phase 2
0.7331	Intermediate Similarity	NPD5861	Clinical (unspecified phase)
0.7328	Intermediate Similarity	NPD5116	Phase 1
0.7324	Intermediate Similarity	NPD5896	Clinical (unspecified phase)
0.7319	Intermediate Similarity	NPD4850	Phase 1
0.7318	Intermediate Similarity	NPD2121	Clinical (unspecified phase)
0.7311	Intermediate Similarity	NPD7025	Clinical (unspecified phase)
0.7302	Intermediate Similarity	NPD5575	Clinical (unspecified phase)
0.7301	Intermediate Similarity	NPD7538	Clinical (unspecified phase)
0.73	Intermediate Similarity	NPD4368	Phase 2
0.7296	Intermediate Similarity	NPD7710	Clinical (unspecified phase)
0.7287	Intermediate Similarity	NPD7956	Approved
0.7287	Intermediate Similarity	NPD7955	Approved
0.7285	Intermediate Similarity	NPD4795	Phase 2
0.7276	Intermediate Similarity	NPD6961	Discontinued
0.7269	Intermediate Similarity	NPD3389	Approved
0.7269	Intermediate Similarity	NPD3394	Approved
0.7269	Intermediate Similarity	NPD3393	Approved
0.7265	Intermediate Similarity	NPD4154	Approved
0.726	Intermediate Similarity	NPD4500	Approved
0.726	Intermediate Similarity	NPD4501	Approved
0.7257	Intermediate Similarity	NPD7853	Phase 2
0.7253	Intermediate Similarity	NPD3259	Approved
0.7231	Intermediate Similarity	NPD5488	Discontinued
0.7229	Intermediate Similarity	NPD2285	Clinical (unspecified phase)
0.7227	Intermediate Similarity	NPD4511	Phase 1
0.7225	Intermediate Similarity	NPD5148	Clinical (unspecified phase)
0.7225	Intermediate Similarity	NPD5149	Phase 2
0.7215	Intermediate Similarity	NPD2951	Discontinued
0.7209	Intermediate Similarity	NPD5592	Clinical (unspecified phase)
0.7207	Intermediate Similarity	NPD3947	Discontinued
0.7205	Intermediate Similarity	NPD8405	Clinical (unspecified phase)
0.72	Intermediate Similarity	NPD3392	Approved
0.72	Intermediate Similarity	NPD4900	Clinical (unspecified phase)
0.7195	Intermediate Similarity	NPD5669	Clinical (unspecified phase)
0.7191	Intermediate Similarity	NPD5801	Clinical (unspecified phase)
0.7189	Intermediate Similarity	NPD6531	Approved
0.7189	Intermediate Similarity	NPD6530	Approved
0.7181	Intermediate Similarity	NPD3945	Discontinued
0.7179	Intermediate Similarity	NPD7268	Clinical (unspecified phase)
0.7178	Intermediate Similarity	NPD6716	Phase 1
0.7175	Intermediate Similarity	NPD3507	Phase 2
0.7175	Intermediate Similarity	NPD3003	Approved
0.7174	Intermediate Similarity	NPD6770	Approved
0.7174	Intermediate Similarity	NPD7194	Discontinued
0.7163	Intermediate Similarity	NPD4499	Approved
0.7163	Intermediate Similarity	NPD2410	Phase 2
0.7162	Intermediate Similarity	NPD5513	Phase 2
0.7161	Intermediate Similarity	NPD5139	Phase 1
0.7155	Intermediate Similarity	NPD3488	Phase 1
0.7143	Intermediate Similarity	NPD6963	Approved
0.7143	Intermediate Similarity	NPD7452	Approved
0.7143	Intermediate Similarity	NPD7453	Approved
0.7143	Intermediate Similarity	NPD6964	Approved
0.7143	Intermediate Similarity	NPD6838	Clinical (unspecified phase)
0.7137	Intermediate Similarity	NPD7689	Approved
0.7137	Intermediate Similarity	NPD7426	Phase 1
0.7137	Intermediate Similarity	NPD7603	Discontinued
0.7136	Intermediate Similarity	NPD3825	Phase 3
0.7131	Intermediate Similarity	NPD6263	Clinical (unspecified phase)
0.713	Intermediate Similarity	NPD7395	Discontinued
0.713	Intermediate Similarity	NPD5901	Discontinued
0.7123	Intermediate Similarity	NPD6769	Clinical (unspecified phase)
0.7119	Intermediate Similarity	NPD6230	Discontinued
0.7118	Intermediate Similarity	NPD5612	Discontinued
0.7112	Intermediate Similarity	NPD4923	Phase 1
0.7111	Intermediate Similarity	NPD2916	Discontinued
0.711	Intermediate Similarity	NPD3810	Clinical (unspecified phase)
0.7106	Intermediate Similarity	NPD6165	Phase 2
0.7106	Intermediate Similarity	NPD6164	Phase 2
0.7105	Intermediate Similarity	NPD3243	Approved
0.7104	Intermediate Similarity	NPD1739	Approved
0.7104	Intermediate Similarity	NPD484	Approved
0.7104	Intermediate Similarity	NPD1740	Approved
0.7101	Intermediate Similarity	NPD6223	Clinical (unspecified phase)
0.7101	Intermediate Similarity	NPD5186	Approved
0.7101	Intermediate Similarity	NPD5183	Approved
0.7098	Intermediate Similarity	NPD4901	Clinical (unspecified phase)
0.7098	Intermediate Similarity	NPD5530	Phase 1
0.7094	Intermediate Similarity	NPD4132	Clinical (unspecified phase)
0.709	Intermediate Similarity	NPD6745	Discontinued
0.7087	Intermediate Similarity	NPD3440	Clinical (unspecified phase)
0.7082	Intermediate Similarity	NPD8311	Discontinued
0.7078	Intermediate Similarity	NPD7620	Phase 2
0.7078	Intermediate Similarity	NPD7592	Phase 2
0.7075	Intermediate Similarity	NPD4203	Approved
0.7075	Intermediate Similarity	NPD4204	Approved
0.7069	Intermediate Similarity	NPD5930	Phase 3
0.7069	Intermediate Similarity	NPD5850	Phase 3
0.7064	Intermediate Similarity	NPD3263	Phase 3
0.7063	Intermediate Similarity	NPD7690	Clinical (unspecified phase)
0.7059	Intermediate Similarity	NPD8364	Approved
0.7059	Intermediate Similarity	NPD8363	Approved
0.7059	Intermediate Similarity	NPD3814	Phase 1
0.7056	Intermediate Similarity	NPD6021	Clinical (unspecified phase)
0.7056	Intermediate Similarity	NPD2762	Phase 2
0.7056	Intermediate Similarity	NPD3354	Phase 2
0.7054	Intermediate Similarity	NPD7729	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD5912	Clinical (unspecified phase)
0.7051	Intermediate Similarity	NPD5913	Phase 3
0.7045	Intermediate Similarity	NPD5003	Discontinued
0.7043	Intermediate Similarity	NPD7439	Clinical (unspecified phase)
0.7043	Intermediate Similarity	NPD8149	Discontinued
0.7037	Intermediate Similarity	NPD7392	Phase 2
0.7031	Intermediate Similarity	NPD7408	Phase 2
0.7031	Intermediate Similarity	NPD4457	Phase 2
0.702	Intermediate Similarity	NPD7393	Clinical (unspecified phase)
0.7018	Intermediate Similarity	NPD5475	Discontinued
0.7017	Intermediate Similarity	NPD6962	Phase 2
0.7009	Intermediate Similarity	NPD1954	Phase 1
0.7008	Intermediate Similarity	NPD5450	Discontinued
0.7004	Intermediate Similarity	NPD5014	Discontinued
0.7004	Intermediate Similarity	NPD4506	Discontinued
0.7004	Intermediate Similarity	NPD6243	Phase 3
0.7004	Intermediate Similarity	NPD8365	Clinical (unspecified phase)
0.7004	Intermediate Similarity	NPD6244	Phase 3
0.7	Intermediate Similarity	NPD5902	Approved
0.7	Intermediate Similarity	NPD5512	Phase 3
0.7	Intermediate Similarity	NPD5903	Approved
0.7	Intermediate Similarity	NPD7872	Phase 2
0.6996	Remote Similarity	NPD7817	Phase 1
0.6996	Remote Similarity	NPD5399	Discovery
0.6991	Remote Similarity	NPD6141	Clinical (unspecified phase)
0.6991	Remote Similarity	NPD4948	Discontinued
0.6988	Remote Similarity	NPD4353	Phase 2
0.6986	Remote Similarity	NPD6046	Clinical (unspecified phase)
0.6985	Remote Similarity	NPD8459	Approved

Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data